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CHEBI:73141 - 9-β-D-arabinofuranosylguanine

ChEBI IDCHEBI:73141
ChEBI Name9-β-D-arabinofuranosylguanine
Stars
ASCII Name9-beta-D-arabinofuranosylguanine
DefinitionA purine nucleoside in which guanine is attached to arabinofuranose via a β-N9-glycosidic bond. It inhibits DNA synthesis and causes cell death.
Last Modified24 May 2013
SubmitterGareth Owen
DownloadsMolfile
FormulaC10H13N5O5
Net Charge0
Average Mass283.244
Monoisotopic Mass283.09167
SMILESNc1nc(=O)c2ncn([C@@H]3O[C@H](CO)[C@@H](O)[C@@H]3O)c2n1
InChIInChI=1S/C10H13N5O5/c11-10-13-7-4(8(19)14-10)12-2-15(7)9-6(18)5(17)3(1-16)20-9/h2-3,5-6,9,16-18H,1H2,(H3,11,13,14,19)/t3-,5-,6+,9-/m1/s1
InChIKeyNYHBQMYGNKIUIF-FJFJXFQQSA-N
Roles Classification
Biological Role:
DNA synthesis inhibitor  Any substance that inhibits the synthesis of DNA.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
9-β-D-arabinofuranosylguanine (CHEBI:73141) has role antineoplastic agent (CHEBI:35610)
9-β-D-arabinofuranosylguanine (CHEBI:73141) has role DNA synthesis inhibitor (CHEBI:59517)
9-β-D-arabinofuranosylguanine (CHEBI:73141) is a purine nucleoside (CHEBI:26394)
9-β-D-arabinofuranosylguanine (CHEBI:73141) is a β-D-arabinoside (CHEBI:38315)
Incoming Relation(s)
nelarabine (CHEBI:63612) has functional parent 9-β-D-arabinofuranosylguanine (CHEBI:73141)
IUPAC Name 
2-amino-9-(β-D-arabinofuranosyl)-1,9-dihydro-6H-purin-6-one
Synonyms  Source
9-arabinofuranosylguanineChemIDplus
9-(β-D-arabinofuranosyl)guanineChemIDplus
Registry NumbersSources
CAS:38819-10-2ChemIDplus
Citations